American Airlines flights to Chicago from $91*

Popular flights to Chicago on American Airlines

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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Visit Chicago, Illinois

Explore our most popular flights to Chicago O'Hare (ORD). As American's 5th largest hub, ORD operates hundreds of daily flights, connecting you to destinations worldwide. ORD handles millions of passengers each year, offering both domestic and international flights.

Popular flights to Chicago with American Airlines include nonstop flights from New York, Los Angeles, Miami, Dallas and Phoenix. Use our fare search tool to find the latest offers on flights to Chicago O'Hare (ORD).

American Airlines flights to Chicago from **Flights.FromLowestPrice***

Find deals on flights to Chicago

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Dallas (DFW)to

Chicago (ORD)
08/13/25 - 08/20/25

Round trip

I

Economy

from
$155Fare subject to changes
Updated: 4 hours ago

Phoenix (PHX)to

Chicago (ORD)
06/24/25 - 06/25/25

Round trip

I

Economy

from
$198Fare subject to changes
Updated: 22 hours ago

Los Angeles (LAX)to

Chicago (ORD)
08/13/25 - 08/20/25

Round trip

I

Economy

from
$197Fare subject to changes
Updated: 12 hours ago

Philadelphia (PHL)to

Chicago (ORD)
08/30/25 - 09/02/25

Round trip

I

Economy

from
$169Fare subject to changes
Updated: 22 hours ago

Miami (MIA)to

Chicago (ORD)
08/13/25 - 08/20/25

Round trip

I

Economy

from
$157Fare subject to changes
Updated: 20 hours ago

New York (LGA)to

Chicago (ORD)
06/25/25 - 07/02/25

Round trip

I

Economy

from
$141Fare subject to changes
Updated: 3 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Tips for finding cheap flights to Chicago

Looking for the best deals on flights to Chicago? Save more by being flexible with your travel dates. Just search your departure city and maximum budget, and we'll find the best fares on flights to Chicago.

  • Book early: For the cheapest flights to Chicago, try booking your trip in advance. Aim to book your next flight 1 – 3 months ahead for domestic travel and 3 – 6 months ahead for international flights to secure the best deals.
  • Be flexible with dates: Being flexible often helps you find cheap fares. Consider flying mid-week, like Tuesday or Wednesday, instead of on weekends. Search our fares to compare prices across different dates.
  • Travel off-peak: Flights are generally more affordable during off-peak times. For flights to Chicago, the summer months and holiday periods are by far the most expensive.

Upgrade your flight with Main Cabin Extra

Enhance your American Airlines flight to Chicago by choosing Main Cabin Extra seats. Buy Main Cabin Extra for benefits like:

  • Extra legroom: More space with seats at the front of Main Cabin or in exit rows.
  • Early boarding: Group 5 boarding allows easier access to overhead bins.
  • Dedicated overhead bin space: Reserved bin space for your carry-on.
  • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service

See how Main Cabin Extra can enhance your trip to ORD.

Which airport in Chicago does American Airlines fly to?

American Airlines flies to Chicago O'Hare International Airport (ORD), one of the busiest airports in the world and a major hub for American. Located about 17 miles northwest of downtown Chicago, ORD serves as a gateway for both domestic and international travel. Here's what you need to know:

  • Flight connections: American offers more than 400 flights to 115+ destinations in 17 countries from O'Hare.
  • Exclusive lounges: When flying out of O'Hare with American, you'll find exclusive lounges and other premium services at Terminal 3.

Getting from O'Hare Airport to Downtown Chicago

Reaching downtown Chicago from O'Hare International Airport (ORD) is easy, with multiple transportation options. Choose from:

  • CTA Blue Line 'L' Train: The most affordable choice, operating 24 / 7 and taking about 45 minutes to reach downtown for $5. The station is located in Terminal 2, just a 10 – 15-minute walk from Terminal 3.
  • Taxi / rideshare services: Available from designated areas, costing $35 – $60 and taking around 30 – 40 minutes to reach downtown.

Discover Chicago

Best time to visit Chicago

The best times to visit Chicago are:

  • Spring (April – June): Enjoy nice weather and plenty of events around the city.
  • Fall (September – October): Take advantage of pleasant temperatures and fewer crowds.

Keep in mind:

  • Summer: Expect larger crowds and higher prices on hotels and events.
  • Winter: Although extremely cold, January and February offer the most affordable flights to Chicago.

Top things to see and do in Chicago

When you fly to Chicago with American Airlines, make sure to explore the city's most iconic landmarks and events. Here's a list of must-see attractions:

  • Millennium Park: Home to the famous Cloud Gate sculpture, "The Bean".
  • Art Institute of Chicago: A world-class museum and one of the oldest and largest art museums in the United States.
  • Magnificent Mile: A vibrant shopping district with upscale shops, outlets, and trendy restaurants.
  • Field Museum: A must-visit natural history museum, and one of the largest in the world.
  • Shedd Aquarium: This massive aquarium is home to nearly 30,000 animals and is an exciting destination for all ages.